(R)-Methyl-phosphonothioic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

Base Information

Chemical Name:(R)-Methyl-phosphonothioic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester
CAS No.:115393-53-8
Molecular Formula:C₃₂H₃₅N₂O₈PS
Molecular Weight:638.678
Hs Code.:

(R)-Methyl-phosphonothioic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

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Chemical Property of (R)-Methyl-phosphonothioic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

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Technology Process of (R)-Methyl-phosphonothioic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

There total 6 articles about (R)-Methyl-phosphonothioic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: (S)-Methyl-phosphonothioic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester; compound with triethyl-amine

: 115393-53-8
(R)-Methyl-phosphonothioic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / 0.5 h

2: H₂<18>O, DBU / acetonitrile / 4 h / hydrolysis with DMAP; base-dependent regioselective and P-stereocontrolled hydrolysis of mixed anhydrides nucleoside 3'-O-(O-2,4,6-trimethylbenzoyl methanephosphonothioate)s

With pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; ¹⁸O-labeled water; In acetonitrile;
DOI:10.1021/jo981304v

Reference yield:

: (S)-Methyl-phosphonothioic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester; compound with tert-butyl-methyl-amine

: 115393-53-8
(R)-Methyl-phosphonothioic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N, pyridine / 0.5 h

2: H₂<18>O, DBU / acetonitrile / 4 h / hydrolysis with DMAP; base-dependent regioselective and P-stereocontrolled hydrolysis of mixed anhydrides nucleoside 3'-O-(O-2,4,6-trimethylbenzoyl methanephosphonothioate)s

With pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; ¹⁸O-labeled water; triethylamine; In acetonitrile;
DOI:10.1021/jo981304v

Reference yield:

: 40615-39-2
5'-O-(4-4'-dimethoxytrityl)thymidine

: 115393-53-8
(R)-Methyl-phosphonothioic acid O-[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) pyridine / 1.) 55 deg C, 15 min, 2.) room temperature, 30 min

With pyridine;
DOI:10.1021/jo981304v